
Family-friendly vacation rentals in Brewster
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Brewster
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Water Front Pond House - 3 acre Cape Cod Sanctuary
Extraordinary pondfront sanctuary on Cape Cod. 1300 sq.ft. home sleeps 8 in 3 bedrooms and 1 bath. Private dock and beach area. House is on the Pond and sited on 3 pristine acres - this property offers exceptional privacy with full water recreation opportunities while also being close to everything "Cape Cod". Centrally located in laid-back Brewster, 5 minutes to Bayside beaches, 10 mins to Chatham, Harwich Port, and Orleans. Local owners have 22 years of online vacation rental experience.

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth
2nd floor Ocean Edge end unit condo located in the heart of Brewster with access to OE resort amenities: pools, gyms, tennis courts, as well as access to resort activities (fees apply). Easy access to Cape Cod Rail Trail for bicycles. Scenic route 6A offers arts & crafts galleries and local shops. A 10 minute car ride to a 36 hole Captains Golf course. Short ride to 10 Brewster bay beaches famous for tidal flats. A 30 minute ride to Cape Cod National Sea Shore. Welcome to your Happy Place!

Charming Antique Cape Cod Cottage
Our cottage is situated in a lovely, landscaped yard with a private deck and back yard for our guests. We have a self check in that allows for privacy. While there is a feeling of privacy, you are close to stores and other conveniences. There are many walking trails nearby and beaches for outdoor activities. Perfect location for getting away or seeking adventure. Be sure to check out our fall and holiday specials. OCTOBER, NOVEMBER AND DECEMBER - BOOK 3 NIGHTS GET FOURTH NIGHT FREE!

4BR/3B | Pond | BikePth | W/D | FireTbl | AC |Deck
Spacious, peaceful mid-Cape home Private road, private beach/pond (5 min walk) Silent central AC 4 BR/3 full bth: > Ground floor: 2 BR + 2 bth (+ bidets) - sleeps 4 > Upstairs: 2 BR + 1 bth - sleeps 4 Hardwood Floors Large, screened porch Large living room: 2 leather recliners & couch, Gas stove, 65” OLED TV Wooded yard - gas fire table, grill Ping Pong - (unfinished basement) Near 25-mile long Bike Trail, beaches, golf/mini-golf, tennis, boating Please, no smoking

Songbird Studio- Secluded but close to everything!
Bright, sunny, secluded, green 600 sqft studio apartment at rear of Antique home in the heart of Brewster, Northside of Rt 6A. Private entrance. Private backyard with lawn & gardens. Small private deck, gas grill. Bird and small animal life abounds outside. Tons of stars at night.. salt air on the wind. Walking distance to coffee shop, convenience store, multiple restaurants, Bike Trail. Short car ride to bay beaches, easy drive to Ocean beaches. Gas "woodstove" for heat, AC for cooling.

Cape Cod Farmhouse: Walk to the Beach in Brewster!
Defined by understated furnishings throughout, The Brewster Farmhouse is a serene beach retreat, right across the street from Ocean Edge Resort and a 10 minute walk to Ellis Landing Beach. Total of 3 bedrooms and 4 full bathrooms, with central AC and heating. All bedrooms have queen-sized beds, and their own private, en-suite bathrooms. Right next door to cute antique shops, art galleries, and boutique farms. Close walk or drive to all of the best restaurants and cafes in Brewster!

Cape Cod Cottage by the Bay!
Classic, beautifully crafted, newer cottage by Cape Cod Bay. All amenities. Stainless steel kitchen, Cathedral ceilings, Wide plank wood floors, water view. 2 min walk to one of the best beaches on the Cape! Quiet locale in the historic village of Quivet Neck, within East Dennis. 35 miles to Provincetown. I do not allow pets. I have family members with severe allergies who use the cottage. There is no AC at this cottage. I have 15 windows, 4 fans and an ocean breeze.

Sophisticated, Private Cape Cod living
LOCATION: 3/4 mile off main road (unpaved road). Located on the town line of Brewster and Orleans with less than 5 minutes to Chatham or Harwich by car. Nauset and Skaket beaches are less than 3 miles away. Nickerson state park less than 1 mile away. Cape Cod National seashore is located within 7.2 miles of our property. Shopping on Main Street in Chatham is 15 minutes. Enjoy a nice, tranquil walk, listen to the birds or feast your eyes on the surrounding conservation land.

Shining Sea Condo
Ocean Edge Condo with cathedral ceilings! Beautiful private deck located on the 5th hole of the Ocean Edge golf course! Located within Eaton village. TWO KING beds, along with pullout couch allows 6 to sleep comfortably. Linens are included!! Large kitchen with washer/ dryer, AC units and heat throughout the entire unit. Wifi and THREE smart TVs with ROKU devices. Flexible dates allows guests to stay whatever length they would like instead of a mandatory week. Come enjoy!

Privacy with Cape Cod charm
This lovely, private one bedroom apartment is located above the unused garage on the grounds of our classic half cape house, just a 3 minute walk to our private beach on the bay. It sleeps 2 with a double bed and has a full kitchen and bathroom, along with an outdoor shower, grill, fire pit and picnic table located in private yard. Linens will be provided. Coffee maker and coffee will be waiting for you...

Waterfront Romantic get away Nest
Prepare to be swept away by breathtaking panoramic views and bountiful wildlife. This is a secluded romantic getaway that is tucked back in the corner on our historic 9 acre cranberry bog and adjacent pond. Enjoy private pond access. Boats and fishing gear available for your enjoyment. The Nest tiny home is built Eco-Friendly and compliments the natural environment to give you and immersive feel.

SeaPeace Cottage-East Brewster Deck,Firepit,W/D AC
• Fully equipped + stocked kitchen • Driveway parking for 3 vehicle + boat • Outdoor fire pit + hammock • Enclosed outdoor hot shower + sink • Access to private Blueberry Pond • Private deck Weber gas grill Cape Cod corn Hole yard game • Onsite washer + dryer • 15min drive to Chatham • 10min drive to Orleans Stroll to Nickerson State Park 6 Adirondack chairs Sea Peace Cottage-East Brewster
Popular amenities for Brewster family-friendly rentals
Family-friendly home rentals with a hot tub

Slate House - a modern waterfront getaway

Violet’s Place- king bed- pet friendly- hot tub!

Walk2Beach, HotTub, FirePit, PetsOk

Manomet Boathouse Station #31

Ocean Edge Townhouse/Pool Access

Awesome Cottage near Beach, Backyard Bar & Hot Tub

Waterfront•Hot Tub • Kayaks/SUP's • King Bed •Dock

Luxury House 0.25 mi from Craigville Beach
Family- and pet-friendly home rentals

gorgeous waterfront cottage w/4kayaks and 2 SUPs

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Shop, Swim, Hike, Bike in Historic Brewster

Beautiful 4 bed/3 bath in Brewster, MA

Charming Cape Near Beaches + Dog Friendly

Ideal Vacation Home On Dennis Highlands

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

The Sea Captain's Carriage House
Family-friendly home rentals with a pool

House on Cape Cod with pool close to beach

Pool. Hot Tub. Game Room. Walk to Beach. Luxury!

Resort Pools & Golf Views · Walk to Bay Beaches

Ocean Edge 2 Bed 2 Bath, Golf & Free Resort Access

Modern Cape, Private Heated Pool, Beach, Golf

Seaview Summit | Ocean Views, Indoor Pool, Beach

Great Location. Near Beach & Main Street. Unit M1

Jolly Captain Lighthouse
When is the best time to visit Brewster?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$73,185 GYD | G$73,185 GYD | G$65,867 GYD | G$61,685 GYD | G$69,630 GYD | G$83,013 GYD | G$103,505 GYD | G$103,505 GYD | G$70,258 GYD | G$64,821 GYD | G$61,685 GYD | G$61,685 GYD |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
Quick stats about vacation rentals that are family-friendly in Brewster

Total vacation rentals
Explore 380 vacation rentals in Brewster

Nightly prices starting at
Brewster vacation rentals start at G$16,728 GYD per night before taxes and fees

Verified guest reviews
Over 10,260 verified reviews to help you choose

Pet-friendly vacation rentals
Find 140 rentals that welcome pets

Vacation rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wi-Fi availability
370 of Brewster vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Brewster rentals

4.9 Average rating
Brewster stays are highly rated by guests—averaging 4.9 out of 5!
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- Family-friendly rentals Barnstable County
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- East Sandwich Beach
- Duxbury Beach
- Onset Beach
- Pinehills Golf Club
- Sandy Neck Beach
- New Silver Beach
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- Cape Cod Canal
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- Sandwich Glass Museum





